WO2023139051A1 - Compositions de lutte contre les arthropodes - Google Patents

Compositions de lutte contre les arthropodes Download PDF

Info

Publication number
WO2023139051A1
WO2023139051A1 PCT/EP2023/050965 EP2023050965W WO2023139051A1 WO 2023139051 A1 WO2023139051 A1 WO 2023139051A1 EP 2023050965 W EP2023050965 W EP 2023050965W WO 2023139051 A1 WO2023139051 A1 WO 2023139051A1
Authority
WO
WIPO (PCT)
Prior art keywords
oil
arthropod
care product
methyl
propanal
Prior art date
Application number
PCT/EP2023/050965
Other languages
English (en)
Inventor
Vincent HARRACA
Eduardo HATANO
Original Assignee
Firmenich Sa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Firmenich Sa filed Critical Firmenich Sa
Publication of WO2023139051A1 publication Critical patent/WO2023139051A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P17/00—Pest repellants

Definitions

  • the present invention relates to arthropod control compositions, methods and uses to control arthropods as well as arthropod controlling articles comprising the same.
  • arthropods Many mammals, including humans, are suffering from the action of arthropods.
  • Some arthropods such as for example mosquitoes and ticks, are not desirable for vertebrates such as mammals and in particular human subjects as they bite and, consequently, cause itching, transmission of diseases and/or germs or may be the cause for other diseases and/or conditions.
  • other pests indirectly affect human activity or society by eating, parasitizing, or destroying plant materials that are used as food, feed or raw materials. Still further pests are involved in the destruction or weakening of furniture or structures used or built by humans. These damages may directly be attributed to the arthropods or by their capability of spreading germs causing such issues.
  • Arthropod control compositions include active substances and when applied to skin, clothing, or other surfaces, they may discourage arthropods from landing or climbing on that surface. Arthropod control agents help preventing and controlling the outbreak of arthropod-borne diseases, such as malaria, etc.
  • arthropod controlling agents and composition have certain drawbacks as they can have negative effects, i.e. negative olfactive properties, such as no or bad smell, or in turn only weak arthropod controlling, in particular arthropod repelling properties.
  • arthropod control compositions that have both good olfactive properties, i.e. a good hedonic effect, and good arthropod controlling, in particular arthropod repelling properties.
  • the present invention provides arthropod, preferably insect, control composition
  • a compound of formula (I) in the form of any one of its isomers or a mixture thereof; wherein R 1 , R 2 and R 3 , independently from each other, represent, a hydrogen atom or a C1-3 alkyl group; R 4 represents a C1-3 alkoxy group or a C1-6 alkyl group, optionally substituted by a hydroxy or a C1-3 alkoxy group; said R 4 being, relative to position 1 , a meta, a para substituent of the aromatic ring; provided that 3-(4-isopropylphenyl)-2-methylpropanal is excluded.
  • any one of its stereoisomers or a mixture thereof can be a pure enantiomer or diastereomer.
  • the compound of formula (I) may possess one or several stereocenters and each of said stereocenter can have two different stereochemistries (e.g. R or S).
  • the compound of formula (I) may even be in the form of a pure enantiomer or in the form of a mixture of enantiomers or diastereoisomers.
  • the compound of formula (I) can be in a racemic form or scalemic form. Therefore, the compound of formula (I) can be one stereoisomer or in the form of a composition of matter comprising, or consisting of, various stereoisomers.
  • alkyl is understood as comprising branched and linear alkyl groups.
  • R 1 may be a hydrogen atom, or a methyl or an ethyl group. Particularly, R 1 may be a hydrogen atom, or a methyl group.
  • R 2 may be a hydrogen atom, or a methyl or an ethyl group. Particularly, R 2 may be a hydrogen atom, or a methyl group. Even more particularly, R 2 may be a hydrogen atom.
  • R 3 may be a hydrogen atom, or a methyl or an ethyl group. Particularly, R 3 may be a hydrogen atom, or a methyl group.
  • one group among R 1 , R 2 and R 3 may be a hydrogen atom or a C1-3 alkyl group and the two other groups may be a hydrogen atom.
  • one group among R 1 , R 2 and R 3 may be a hydrogen atom or a methyl group and the two other groups may be a hydrogen atom.
  • R 1 may be a hydrogen atom or a methyl group and R 2 and R 3 may be a hydrogen atom or R 3 may be a hydrogen atom or a methyl group and R 2 and R 3 may be a hydrogen atom.
  • R 4 may be a methoxy group or a C1-4 alkyl group, optionally substituted by a hydroxy or a C1-3 alkoxy group.
  • R 4 may be a methoxy group or a C3-4 alkyl group, optionally substituted by a hydroxy or a methoxy group.
  • R 4 may be a methoxy group or a C3-4 branched alkyl group, optionally substituted a methoxy group.
  • R 4 may be a para substituent of the aromatic ring.
  • the compound of formula (I) may a compound of formula
  • the compound of formula (II) may a compound of formula (III) in the form of any one of its isomers or a mixture thereof; wherein R 1 , R 3 and R 4 have the same meaning as defined above.
  • the compound of formula (I) may be selected from the group consisting of 3-[4-(2-methoxy-2-propanyl)-2- methylphenyl]propanal [2637928-74-4] , 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal [1896908-71 -6], 3-(4-tert-butyl-2-methylphenyl)propanal [160782-57-0], 3-(4-tert- butylphenyl)propanal [18127-01 -0], 3-(3-propan-2-ylphenyl)butanal [125109-85-5] and 3-(4- methoxyphenyl)-2-methylpropanal [5462-06-6].
  • the compound of formula (I) may be selected from the group consisting of 3-[4-(2- hydroxy-2-methylpropyl)phenyl]propanal [1896908-71-6], 3- (4-tert-buty I-2- methylphenyl)propanal [160782-57-0], 3-(4-tert-butylphenyl)propanal [18127-01 -0], 3-(3- propan-2-ylphenyl)butanal [125109-85-5] and 3-(4-methoxyphenyl)-2-methylpropanal [5462- 06-6],
  • each of the embodiments of the invention as provided herein may not comprise 100% of the composition of the invention.
  • additional components can be used, for example to further improve the hedonic profile or adapt the hedonic profile for specific application by the consumer of the composition, solvents to aid the delivery of the composition of the invention, stabilizers and preservatives to improve the integrity and conservation of the composition as may be needed for anticipated use by the consumer.
  • Further components include additional arthropod control co-ingredients as provided below
  • the arthropod control composition has a good hedonic profile.
  • arthropod control compositions may be desirable for arthropod control compositions to have an acceptable hedonic profile. This is because the compositions may be used in close proximity to a consumer and, as can be understood, any unpleasant hedonic profile may inhibit the use of the composition.
  • Arthropod has the normal meaning for a skilled person in the technical field.
  • Arthropods include invertebrate animals, such as insects, arachnids, and crustaceans, that have a segmented body and jointed appendages.
  • Arthropods usually have a chitinous exoskeleton molted at intervals, and a dorsal anterior brain connected to a ventral chain of ganglia.
  • Arthropods in the present invention relate to undesired arthropods, meaning that their presence in the air, on the surface of an article, the surface of a plant or the surface of a vertebrate, such as a human subject or other mammal, preferably human subject, is not desired.
  • undesired arthropods are pest arthropods that impact plants and animals, e.g. thrips, aphids, beetles, moth, mealybug, scale etc., more preferably pest arthropods that impact animals, e.g. ants, termites, cockroaches, flies, etc., even more preferably blood feeding arthropods that impact vertebrates, e.g. biting fly, bed bug, kissing bug, flea, lice, mosquitos and ticks, even more preferably mosquitos and ticks.
  • the reason why the presence of an arthropod is not desired might be that the arthropod’s presence in the air is unpleasant to a subject, the contact of an arthropod on an article transfers diseases and/or germs or the arthropod bites an organism and causes itching, the transmission of diseases and/or germs or the arthropod feeding may be the cause for other diseases and/or conditions.
  • the arthropod is an insect or an arachnid, preferably an insect.
  • insect has the normal understanding by a skilled person the technical field. An insect is described by a well-defined head, thorax, and abdomen, only three pairs of legs, and typically one or two pairs of wings
  • the insect is a mosquito, biting fly, bedbug, kissing bug, flea, lice, ant, termite, cockroach, fly, aphid, beetle, thrips, moth, mealybug or scale bug, more preferably a mosquito.
  • arachnid has the normal understanding by a skilled person the technical field. An arachnid is described having a segmented body divided into two regions of which the anterior bears four pairs of legs but no antennae In a particular embodiment, the arachnid is a tick, mite, chigger or spider, more preferably a tick.
  • control arthropod control
  • insect control or “arachnid control” or the like has the normal meaning for a skilled person in the technical field.
  • Controlling in the context of the present invention defines the ability of an arthropod controlling composition according to the present invention to attract, deter, kill or repel an arthropod, preferably deter or repel an arthropod and even more preferably repel an arthropod
  • “Attracting” defines the ability of an arthropod attractant composition according to the invention to increase or encourage contact or the presence of an arthropod at the arthropod attractant source, such as in the air, on the surface of an article or on the surface of a vertebrate, such as a human subject or other mammal, preferably an article such as a trapping device, the arthropod attractant compound or composition has been applied to.
  • “Repellency” defines the ability of an arthropod repellent composition according to the present invention to minimize, reduce, discourage or prevent approach or the presence of an arthropod at the arthropod repellent source, such as in the air, on the surface of an article or on the surface of a vertebrate, such as a human subject or other mammal, preferably human subject, to which the arthropod repellent compound or composition has been applied to.
  • “Deterring” defines the ability of an arthropod deterrent composition according to the invention to minimize, reduce, discourage or prevent contact or the presence of an arthropod at the arthropod deterrent source, such as in the air, on the surface of an article or on the surface of a vertebrate, such as a human subject or other mammal, preferably human subject, to which the arthropod deterrent compound or composition has been applied to.
  • the deterrent effect is shown when used as feeding deterrent hindering a pest from subsequent food intake or oviposition or physical contact after an initial tasting of the arthropod deterrent compound or composition.
  • “Spatial Repellency” defines the ability of an arthropod repellent composition according to the present invention to minimize, reduce, discourage or prevent approach or the presence of an arthropod at the arthropod repellent source, such as in the air, on the surface of an article or on the surface of an vertebrate, such as a human subject or other mammal, preferably human subject, to which the arthropod repellent compound or composition has been applied to.
  • the spatial repellency effect is shown when spatial repellent compound or composition released, sprayed, spread or diffused in the air or liquid hinder a pest from entering the zone in which the spatial repellent compound or composition is present. Repellence occurs therefore from a distance, the pest not necessarily entering in direct contact with the treated article or organism to protect.
  • “Killing” defines the ability of arthropod killing composition according to the present invention to kill an arthropod at the arthropod killing source, such as in the air, on the surface of an article or on the surface of a vertebrate, such as a human subject or other mammal, preferably human subject, to which the arthropod killing compound or composition has been applied to.
  • an arthropod killing composition is applied to a plant, an animal or human subject, it is applied in an amount which is killing to the arthropod but not to the subject.
  • the arthropod control composition is an arthropod repelling composition, preferably an insect repelling composition, more preferably a mosquito repelling composition.
  • the arthropod controlling source is the surface and/or the air in the vicinity of an article, preferably a candle, coil, electric diffuser, wristband, patch, collar, ear tag, clothes, fabrics, papers, biochar, cardboard, cellulosic pads, bed nets, screen, curtains, furniture, walls, ground or paint, or the surface of a subject, preferably the surface of a vertebrate, such as a human subject or other mammal, preferably human subject, i.e. the skin of a human subject treated with a product such as spray, aerosol, cream, roll on, wristband, lotion, soap, shampoo, sunscreen or patch or a cloth treated with a product such as laundry powder, liquid detergent, spray, lotion, powder.
  • a product such as spray, aerosol, cream, roll on, wristband, lotion, soap, shampoo, sunscreen or patch
  • a product such as laundry powder, liquid detergent, spray, lotion, powder.
  • the arthropod controlling effect according to the present invention is determined on mosquitoes using an adapted Warm Body assay as defined in Krober T, Kessler S, Frei J, Bourquin M, Guerin PM.
  • the controlling effect, repellence & spatial repellence, according to the present invention is determined by testing the Warm Body assay against the yellow fever mosquito, Aedes aegypti Rockefeller strain.
  • A. aegypti is a model organism for controlling tests and one of the recommended model organisms by the World Health Organization (WHO) as it is a very aggressive, anthropophilic mosquito species that shows generally low sensitivity to arthropod controlling compounds. Observations of controlling efficacy were made on host-seeking females of uniform age, 5 to 10 days old selected as mentioned in the publication mentioned hereinabove. Tested hungry females had access to 10% sugar solution but were not blood- fed. Further information is provided in the accompanying examples.
  • the published protocol has been adapted in not manually counting the landing mosquitoes but automatically using an automatic counting software, the switch from Anopheles gambiae to A. aegypti led to a decrease of mosquitoes’ number placed in the tested cage due to the size difference (i.e. 30 mosquitoes instead of 50) and to an increase of lighting as A. aegypti is a diurnal mosquitoes (i.e. 150 lux instead of 4 lux). Further information is provided in the accompanying examples.
  • the controlling effect, repellence & spatial repellence, according to the present invention is also determined according to an arm in the box method adapted from the WHO Guidelines for efficacy testing of mosquito repellents for human skin (WHO/CDS/NTD/WHOPES/2009.4).
  • the readiness of 100 hungry female mosquitoes A. aegypti to a test substance is assessed by comparing the results of an untreated arm to a treated in when inserted into the cage (40x40x40cm) for 30 seconds (negative control) three times. Further information is provided in the accompanying examples.
  • the activity for substances to repel arachnids such as ticks may be assessed using the protocol of the in-vitro Warm Plate Assay as defined in Krbber T, Bourquin M, Guerin PM. 2013. A standardized in vivo and in vitro test method for evaluating tick repellents. Pestic. Biochem. Phys. 107(2) :160-168.
  • the amount and selection of the substance is in a way that it contributes, enhances or improves both, the arthropod control activity and the hedonic character of the composition.
  • the arthropod control composition may further comprise an arthropod control co-ingredient.
  • arthropod control co-ingredient is understood an ingredient capable of imparting additional arthropod controlling benefits to the arthropod controlling effect of the composition herein described.
  • the substance herein described is capable to modify, enhance or improve the arthropod controlling effect of the arthropod control co-ingredient, e.g. by reducing the amount of the arthropod control co-ingredient within a composition. This can be particularly beneficial in case the arthropod control co-ingredient is harmful to human subjects at a certain dose or in case the arthropod control co-ingredient has negative olfactive properties at a certain dose.
  • the combination of the substance herein described and an arthropod control co-ingredient results in a synergistic arthropod controlling effect.
  • the combination of substance herein described and an arthropod control co-ingredient results in a modified, pleasant, enhanced or improved olfactory impression of the overall composition in comparison to its single ingredients.
  • arthropod control co-ingredient is selected from the group consisting of: N,N-diethyl-3-methylbenzamide (DEET), ethyl butylacetylaminopropionate (IR3535); para-menthan-3,8-diol (PMD); 1 -(1 -methylpropoxycarbonyl)-2-(2- hydroxaethyljpiperidin (picaridin); Cedarwood oil China, Cedarwood oil Texas, Cedarwood oil Virginia, Cinnamon oil, Citronella oil, Cornmint oil, Cymbopogon winterianus oil fractionated hydrated cyclized, decanoic acid, Eucalyptus citriodora oil Eucalyptus citriodora oil hydrated cyclized, eugenol, Garlic oil, geraniol, Geranium oil, Lavender, Lavandula hybrida oil, Lavandin oil, Lemon oil, Lemongrass oil, Margosa extract, Metofluthrin, mixture of
  • the arthropod control co-ingredient is comprised in an amount of from 0.02 to 80 wt.%, more preferably in an amount of from 0.05 to 70 wt.%, even more preferably in an amount of from 0.1 to 60 wt.%, based on the total weight of the composition.
  • the composition comprises the arthropod control co-ingredient in a minimum amount of at least 0.02 wt.%, at least 0.05 wt.% or at least 0.1 wt.% and a maximum amount of not more than 80 wt.%, not more than 70 wt.% or not more than 60 wt.%, based on the total weight of the composition.
  • the substance in the composition of the invention and the arthropod control co-ingredient are comprised in the composition in a weight range of 90:10 to 10:90, preferably in a weight range of 80:20 to 20:80, more preferably in a weight range of 65:35 to 35:65 and most preferably in a weight range of 60:40 to 40:60.
  • substance and the arthropod control co-ingredient can be comprised in the composition in any weight range combination as mentioned herein-before, such as 90:10 to 20:80, preferably 35:65 and more preferably 40:60, 80:20 to 10:90, preferably 35:65 and more preferably 40:60, 65:35 to 10:90, preferably 20:80 and more preferably 40:60 or 40:60 to 10:90, preferably 20:80 and more preferably 35:65.
  • the arthropod control composition may further comprise perfume ingredients.
  • Perfume ingredients are understood as contributing, modifying, enhancing or improving the olfactory character of the composition but do not contribute to, enhance or improve the arthropod controlling effect of the composition.
  • Perfume ingredients providing such hedonic effects and suitable for use in the composition of the invention are known in the art and can be readily identified by the skilled person.
  • the arthropod control composition can further comprise a carrier.
  • carrier is understood a material with which the active compound is mixed or formulated to facilitate its application a locus or other object to be treated, or its storage, transport and/or handling.
  • Said carrier may be of inorganic or organic or of synthetic natural origin.
  • Said carrier may be a liquid or a solid.
  • liquid carrier one may cite, as non-limiting examples, an emulsifying system, i.e. a solvent and a surfactant system, or a solvent commonly used in perfumery. A detailed description of the nature and type of solvents commonly cannot be exhaustive.
  • solvents such as butylene or propylene glycol, glycerol, dipropylene glycol and its monoether, 1 ,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate 1 ,3- diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1 -ethanol, tri-ethyl citrate, 2-methylprop-1 -ene and 2-(2- ethoxyethoxyjethanol or mixtures thereof, particular suitable are dipropylene glycol, 2- methylprop-1 -ene and 2-(2-ethoxyethoxy)ethanol and mixtures thereof.
  • compositions which comprise both a carrier can be also ethanol, water/ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (origin: Exxon Chemical) or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (origin: Dow Chemical Company) like DowanolTM DPMA (Glycol Ether Acetate), or Augeo® Clean Multi (isopropylidene glycerol; origin: Solvay), or hydrogenated castors oils such as those known under the trademark Cremophor® RH 40 (origin: BASF).
  • isoparaffins such as those known under the trademark Isopar® (origin: Exxon Chemical) or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (origin: Dow Chemical Company) like DowanolTM DPMA (Glycol Ether Acetate), or Augeo®
  • Solid carrier is meant to designate a material to which the arthropod control composition or some element of the arthropod control composition can be chemically or physically bound. In general, such solid carriers are employed either to stabilize the composition, or to control the rate of evaporation of the compositions or of some ingredients.
  • the use of solid carrier is of current use in the art and a person skilled in the art knows how to reach the desired effect.
  • solid carriers one may cite absorbing gums or polymers or inorganic material, such as porous polymers, cyclodextrins, wood based materials, organic or inorganic gels, clays, gypsum talc or zeolites.
  • encapsulating materials may comprise wall-forming and plasticizing materials, such as mono, di- or trisaccharides, natural or modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetates, polyvinylalcohols, proteins or pectins, or other such materials.
  • the encapsulation is a well-known process to a person skilled in the art, and may be performed, for instance, by using techniques such as spray-drying, agglomeration or yet extrusion; or consists of a coating encapsulation, including coacervation and complex coacervation technique.
  • solid carriers As non-limiting examples of solid carriers, one may cite in particular the core-shell capsules with resins of aminoplast, polyamide, polyester, polyurea or polyurethane type or a mixture thereof (all of said resins are well known to a person skilled in the art) using techniques like phase separation process induced by polymerization, interfacial polymerization, coacervation or altogether (all of said techniques have been described in the prior art), optionally in the presence of a polymeric stabilizer or of a cationic copolymer.
  • Resins may be produced by the polycondensation of an aldehyde (e.g. formaldehyde, 2,2- dimethoxyethanal, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof) with an amine such as urea, benzoguanamine, glycoluryl, melamine, methylol melamine, methylated methylol melamine, guanazole and the like, as well as mixtures thereof.
  • an aldehyde e.g. formaldehyde, 2,2- dimethoxyethanal, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof
  • an amine such as urea, benzoguanamine, glycoluryl, melamine, methylol melamine, methylated methylol melamine, guanazole and the like, as well as mixtures thereof.
  • Urac® oil: Cytec Technology Corp.
  • Cymel® oil: Cytec Technology Corp.
  • Urecoll® Urecoll®
  • Luracoll® origin: BASF
  • Others resins one are the ones produced by the polycondensation of an a polyol, like glycerol, and a polyisocyanate, like a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate or xylylene diisocyanate or a Biuret of hexamethylene diisocyanate or a trimer of xylylene diisocyanate with trimethylolpropane (known with the tradename of Takenate®, origin: Mitsui Chemicals), among which a trimer of xylylene diisocyanate with trimethylolpropane and a Biuret of hexamethylene diisocyanate.
  • a polyocyanate like a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate or xylylene diisocyanate or a Biuret of hexamethylene diisocyanate or
  • the present invention also relates to a method for arthropod, preferably insect, control which comprises bringing an arthropod, preferably insect, into direct contact or in contact with vapors of a composition as described hereinabove.
  • the arthropod controlling composition according to the present invention can be applied to the air, to the surface of an article, the air in the vicinity of the surface of an article or the surface of a subject by usual methods known in the art such as spraying, applying, wearing or diffusing.
  • the arthropod controlling composition according to the present invention is applied to the surface of an article, the air in the vicinity of the surface of an article or to the surface of an animal or subject.
  • the article can be an arthropod control article as described hereinbelow and in particular, can be a candle, coil, electric diffuser, wristband, patch, collar, ear tag, clothes, fabrics, papers, biochar, cardboard, cellulosic pads, bed nets, screen, curtains, furniture, paint, walls, ground, spray, aerosol, cream, roll on, wristband, lotion, soap, shampoo, sunscreen, laundry powder, liquid detergent, spray, lotion, powder.
  • the surface of a subject is the surface of a human or animal subject, preferably the surface is a human subject, i.e. the skin of a human subject.
  • the present invention also relates to a use of a composition as defined hereinabove to control arthropods, preferably insects.
  • the present invention also relates to an arthropod control article comprising the arthropod control composition as described hereinabove.
  • an arthropod controlling article is understood to designate a consumer product which delivers at least an arthropod controlling effect to the surface or space to which it is applied (e.g. skin, hair, textile, or home surface).
  • an arthropod controlling article according to the invention is a consumer product which comprises a functional formulation, as well as optionally additional benefit agents, corresponding to the desired consumer product, and an arthropod controlling amount of at least one of the substances.
  • said consumer product is a non-edible product.
  • the nature and type of the constituents of the consumer product do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of his general knowledge and according to the nature and the desired effect of said product.
  • Non-limiting examples of suitable consumer products include a perfume, such as a fine perfume, a splash or eau de perfume, a cologne or a shave or after-shave lotion or a cream or gel; a fabric care product, such as a liquid or solid detergent, a laundry powder, a fabric softener, a liquid or solid scent booster, a fabric refresher, an ironing water, a paper, a bleach, a carpet cleaner, a curtain-care product; a body-care product, such as a hair care product (e.g. a shampoo, a coloring preparation or a hair spray, a color-care product, a hair shaping product), a dental care product, a disinfectant, an intimate care product; a cosmetic preparation (e.g.
  • a skin cream or lotion a vanishing cream or a deodorant or antiperspirant (e.g. a spray or roll on), a hair remover, a tanning or sun or after sun product, a nail product, a skin cleansing, a makeup); or a skin-care product (e.g.
  • an air care product such as an air freshener or a “ready to use” powdered air freshener which can be used in the home space (rooms, refrigerators, cupboards, shoes or car) and/or in a public space (halls, hotels, malls, etc.); or a home care product, such as a mold remover, a furnisher care product, a wipe, a dish detergent or a hard-surface (e.g.
  • a floor, bath, sanitary or a window-cleaning) detergent a leather care product; a car care product, such as a polish, a wax or a plastic cleaner; a candle; a spray, a coil, an electric diffuser, a piezo diffuser, a liquid electric diffuser, a diffusor, a rubber septum, a wristband, a patch, a collar, an ear tag, clothes, fabrics, papers, a biochar, a cardboard, cellulosic pads, bed nets, a screen, curtains, a varnish or a paint, more preferably a candle, a spray, a coil, an electric diffuser, a piezo diffuser, a liquid electric diffuser, a diffusor, a rubber septum, a wristband, a patch, a collar, an ear tag, clothes, fabrics, papers, a biochar, a cardboard, cellulosic pads, bed nets, a screen, curtains, a varnish or a paint.
  • the consumer product is an electric diffuser.
  • the substance in the arthropod, preferably insect, control composition is present at certain quantities.
  • Some of the above-mentioned consumer products may represent an aggressive medium for the members of the substances, so that it may be necessary to protect the latter from premature decomposition, for example by encapsulation or by chemically binding it to another chemical which is suitable to release the invention’s ingredient upon a suitable external stimulus, such as an enzyme, light, heat or a change of pH.
  • a suitable external stimulus such as an enzyme, light, heat or a change of pH.
  • Warm Body Assay is the small-scale test used to screen the repellent efficacy on mosquitoes at 3-15 concentrations at TO.
  • Aedes aegypti is a model organism for controlling tests and one of the recommended model organisms by the World Health Organization (WHO) as it is a very aggressive anthropophilic mosquito species that shows generally low sensitivity to arthropod controlling compounds.
  • Anopheles gambiae is also a model organism as it is anthropophilic and transmits malaria.
  • the controlling effect according to the present invention was assessed using an adapted Warm Body assay as defined in Krbber T, Kessler S, Frei J, Bourquin M, Guerin PM. 2010. J Am Mosq Control Assoc. 26:381-386.
  • this in-vitro assay the number of mosquito landing on a warm body, simulating an attractive host treated with the tested stimuli, was measured in order to assess the repellence effect.
  • the published protocol has been adapted as the switch from Anopheles gambiae to Aedes aegypti led to a decrease of mosquitoes placed in the tested cage due to the size difference (i.e. 30 mosquitoes instead of 50) and to an increase of lighting since A. aegypti is a diurnal mosquitoes (i.e. 150 lux instead of 4 lux).
  • Double Chamber Assay is the small-scale test used to screen the spatial repellent efficacy on mosquitoes at one concentration between 0 and 40 minutes.
  • the assay consists of a transparent cage (1200x755x700 mm; -0.63 m 3 ) covered by white paper. This cage is divided in two chambers of equal dimensions by a plasticized paper wall with square opening (200 x 200 mm) situated in the middle of the wall.
  • a plasticized paper wall with square opening (200 x 200 mm) situated in the middle of the wall.
  • the stimulus is dispensed thanks to a Forced Evaporation System (Chumbles et al, 2015, DOI: 10.1021 /acs.est.5b00692) at a rate of 0.1 mL/min in a nitrogen flow of 1 L/min, blended in a humid air flow of 9L/min before being carried to the L-shape Teflon tube.
  • An air sucking system ( ⁇ 150 L/min) is placed above the wall opening, between the two chambers (100 mm 0), preventing the untreated chamber from being contaminated by the stimulus and limiting the stimulus accumulation in the treated chamber.
  • the untreated chamber thus provides a “refuge” for the mosquitoes escaping the stimulus of treated chamber. Ten, 20, 30 and 40 minutes after the start of the stimulus injection, the number of mosquitoes that have moved to the untreated chamber is manually counted.
  • Arm-in-Cage test is the large-scale test used to assess on human volunteer the repellent efficacy on mosquitoes.
  • the Arm in the box method was adapted from the WHO Guidelines for efficacy testing of mosquito repellents for human skin ( WHO/CDS/NTD/WHOPES/2009.4).
  • the readiness of 100 hungry female mosquitoes A. aegypti o probe is assessed by inserting an untreated arm into the cage (40x40x40cm) for 30 seconds (negative control) three times (once at the beginning, once at the fourth hour and once at the eighth hour), to determine probing activity.
  • the product is applied onto the skin of the forearm of a human volunteer (1 mL per 600 cm 2 ) and after 5 minutes, this arm is inserted into the cage and exposed for 3 minutes.
  • the assay take place in temperature (27 ⁇ 2°C) and humidity (80 ⁇ 10%RH) regulated room on three different volunteers.
  • Warm Plate Assay is the small-scale test used to screen the repellent efficacy on ticks at different concentrations at TO.
  • Repellent efficacy of the different compounds was assessed against the castor bean tick, Ixodes ricinus L that can transmit both bacterial and viral pathogens. /. ricinus is one of the recommended model organisms mentioned by the Guidance on the European Biological Products Regulation [Vol II, Efficacy - Assessment & Evaluation (Parts B+C), v. 3.0, April 2018]. Observations of repellent efficacy were made on last stage nymphs.
  • Table 1 Percentage of repellence of mosquitoes Aedes aegypti landing on the warm body baited with different stimuli at different concentrations.
  • the ten stimuli tested were 3-(4-methoxyphenyl)-2-methylpropanal (251), 3-(3-propan-2-ylphenyl)butanal (1389), 3-[4-(2- methoxy-2-propanyl)phenyl]propanal (681 ), 3-[4-(2-methoxy-2-propanyl)-2- methylphenyl]propanal (875), 3-(4-tert-butylphenyl)propanal (294), 3-[2-methyl-4-(2-methyl-2- propanyl)phenyl]propanal (859), 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal (867).
  • Three to fifteen concentrations were assessed on each stimulus, missing data points mentioned as n.d.. The mean number of mosquito landings with the solvent only (0 mg/m
  • Table 2 Percentage of repellence of mosquitoes Anopheles gambiae landing on the warm body baited with different stimuli at different concentrations. The five stimuli were tested at two to five concentrations, n.d. meaning no data. The mean number of mosquito landings with the solvent only (0 mg/mL) is equal to 46 ⁇ 5.7 landings in two minutes.
  • Table 3 arm in cage results overtime with arm treated with 20% of 3-(4- methoxyphenyl)-2-methylpropanal. Each time point value represents the mean ⁇ SD percentage of repellence compared to untreated arm for three distinct human volunteers. Untreated arm received between 336 and 534 mosquito Aedes aegypti landings during the 3min testing period. 2 Results of Warm Plate Assay for arthropods such as ticks.
  • Table 4 Percentage of repellence of ticks Ixodes ricinus on the warm plate baited with a stimulus at four different concentrations.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne des compositions de lutte contre les arthropodes, des procédés et des utilisations pour lutter contre les arthropodes ainsi que des articles de lutte contre les arthropodes les comprenant.
PCT/EP2023/050965 2022-01-18 2023-01-17 Compositions de lutte contre les arthropodes WO2023139051A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP22152053.9 2022-01-18
EP22152053 2022-01-18

Publications (1)

Publication Number Publication Date
WO2023139051A1 true WO2023139051A1 (fr) 2023-07-27

Family

ID=79730436

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2023/050965 WO2023139051A1 (fr) 2022-01-18 2023-01-17 Compositions de lutte contre les arthropodes

Country Status (1)

Country Link
WO (1) WO2023139051A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3845089A (en) * 1972-07-27 1974-10-29 Zoecon Corp Phenylheptadienoates
EP0368156A1 (fr) * 1988-11-10 1990-05-16 L. GIVAUDAN & CIE Société Anonyme Aldéhydes aromatiques-aliphatiques
DE4236887A1 (de) * 1992-10-31 1994-05-05 Huels Chemische Werke Ag 3-(4-Methylphenyl)-2-(ar)alkylpropanale, deren Herstellung und Anwendung als Riechstoffe
EP0685444A1 (fr) * 1994-05-31 1995-12-06 Firmenich Sa Composés aromatiques nouveaux et leur utilisation en parfumerie
WO1999046318A1 (fr) * 1998-03-12 1999-09-16 The Procter & Gamble Company Polymere de silicone precurseur de parfum et ses compositions
WO2008053148A1 (fr) * 2006-11-04 2008-05-08 Givaudan Nederland Services B.V. Nouveaux composés de fragrance
WO2014180952A1 (fr) * 2013-05-08 2014-11-13 Givaudan Sa Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci
WO2014180945A1 (fr) * 2013-05-08 2014-11-13 Givaudan Sa 3-(4-isobutyl-2-méthylphényl)propanal utilisé comme ingrédient de parfum

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3845089A (en) * 1972-07-27 1974-10-29 Zoecon Corp Phenylheptadienoates
EP0368156A1 (fr) * 1988-11-10 1990-05-16 L. GIVAUDAN & CIE Société Anonyme Aldéhydes aromatiques-aliphatiques
DE4236887A1 (de) * 1992-10-31 1994-05-05 Huels Chemische Werke Ag 3-(4-Methylphenyl)-2-(ar)alkylpropanale, deren Herstellung und Anwendung als Riechstoffe
EP0685444A1 (fr) * 1994-05-31 1995-12-06 Firmenich Sa Composés aromatiques nouveaux et leur utilisation en parfumerie
WO1999046318A1 (fr) * 1998-03-12 1999-09-16 The Procter & Gamble Company Polymere de silicone precurseur de parfum et ses compositions
WO2008053148A1 (fr) * 2006-11-04 2008-05-08 Givaudan Nederland Services B.V. Nouveaux composés de fragrance
WO2014180952A1 (fr) * 2013-05-08 2014-11-13 Givaudan Sa Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci
WO2014180945A1 (fr) * 2013-05-08 2014-11-13 Givaudan Sa 3-(4-isobutyl-2-méthylphényl)propanal utilisé comme ingrédient de parfum

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
DATABASE REGISTRY [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 10 February 1995 (1995-02-10), XP002806697, Database accession no. 160782-57-0 *
DATABASE REGISTRY [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 16 November 1980 (1980-11-16), XP002806699, Database accession no. 18127-01-0 *
DATABASE REGISTRY [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 16 November 1984 (1984-11-16), XP002806700, Database accession no. 5462-06-6 *
DATABASE REGISTRY [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 2 February 1990 (1990-02-02), XP002806698, Database accession no. 125109-85-5 *
DATABASE REGISTRY [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 25 April 2016 (2016-04-25), XP002806696, Database accession no. 1896908-71-6 *
KRÖBER TBOURQUIN M,GUERIN PM, PESTIC. BIOCHEM. PHYS., vol. 107, no. 2, 2013, pages 160 - 168
KRÖBER TBOURQUIN MGUERIN PM: "A standardized in vivo and in vitro test method for evaluating tick repellents.", PESTIC. BIOCHEM. PHYS., vol. 107, no. 2, 2013, pages 160 - 168
KROBER TKESSLER SFREI JBOURQUIN MGUERIN PM, J AM MOSQ CONTROL ASSOC., vol. 26, 2010, pages 381 - 386
KROBER TKESSLER SFREI JBOURQUIN MGUERIN PM: "An in vitro assay for testing mosquito controlling compounds employing a warm body and carbon dioxide as a behavioral activator", J AM MOSQ CONTROL ASSOC., vol. 26, 2010, pages 381 - 386

Similar Documents

Publication Publication Date Title
US7939091B2 (en) Biorational repellents obtained from terpenoids for use against arthropods
JP5097390B2 (ja) 害虫忌避剤
JP2009543870A (ja) 昆虫防除のための組成物および方法
CN113873884B (zh) 节肢动物防治组合物
US20220142158A1 (en) Arthropod control compositions
WO2018039376A1 (fr) Composés et compositions insectifuges et procédés associés
JP2013177342A (ja) 昆虫防除剤
CN102308797A (zh) 液体蝇香
US20230247992A1 (en) Arthropod control composition
JP2849826B2 (ja) 害虫防除用組成物
JPH10505605A (ja) 昆虫忌避剤における又は昆虫忌避剤に関する改良
WO2023139051A1 (fr) Compositions de lutte contre les arthropodes
Kydonieus et al. Multilayered laminated structures
WO2023139053A1 (fr) Compositions de lutte contre les arthropodes
WO2023117960A1 (fr) Compositions pour lutter contre les arthropodes
CN102308785A (zh) 液体蟑香
WO2017036863A1 (fr) Insectifuge
CN118450801A (zh) 节肢动物防治组合物
WO2024084006A1 (fr) Compositions pour lutter contre les arthropodes
WO2022045112A1 (fr) Insecticide répulsif pour animaux nuisibles, son procédé de production et article fonctionnel
JPS6010001B2 (ja) 昆虫誘引組成物
JPH06199615A (ja) 殺虫殺ダニ組成物、該組成物を保持した殺虫殺ダニ材および該組成物又は該殺虫殺ダニ材を用いた殺虫殺ダニ方法
JPH10139602A (ja) 害虫忌避剤
JP2005053814A (ja) ダニ・害虫防除剤
JPH1059802A (ja) 加熱蒸散駆除方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 23701056

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2023701056

Country of ref document: EP

Effective date: 20240716

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: 112024014677

Country of ref document: BR